ORGANIC CHEM. PRIN AND MECHANISM LL+ AC
2017th Edition
ISBN: 9780393630787
Author: KARTY
Publisher: W.W.NORTON+CO.
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 12, Problem 12.3YT
Interpretation Introduction
Interpretation:
To calculate the formal charge on the carbene C.
Concept introduction:
A species which contains a carbon atom that has a lone pair of electrons and two bonds is termed as a carbene. Having three total electron groups, that C atom lacks an octet and is sp2 hybridized: the lone pair of electrons occupies a hybrid orbital, leaving the p orbital empty. Thus, these carbenes resemble carbocations and are generally highly electron poor.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
In which structure is the bromine on an allylic carbon?
Markovnikov's rule can best be explained by considering *
a) the number of hydrogen atoms attached to each of the double bond carbons atoms.
b) the number of alkyl groups attached to each of the double bond carbons atoms.
c) the relative stabilities of the carbocations that can be formed from the alkene.
d) the spatial arrangement of the groups around the double bond.
e) All of the above are good explanations for Markovnikov's rule.
What is the product in the hydroboration/oxidation of (E)-3-methylhex-3-ene? Draw its structure.
Chapter 12 Solutions
ORGANIC CHEM. PRIN AND MECHANISM LL+ AC
Ch. 12 - Prob. 12.1PCh. 12 - Prob. 12.2PCh. 12 - Prob. 12.3PCh. 12 - Prob. 12.4PCh. 12 - Prob. 12.5PCh. 12 - Prob. 12.6PCh. 12 - Prob. 12.7PCh. 12 - Prob. 12.8PCh. 12 - Prob. 12.9PCh. 12 - Prob. 12.10P
Ch. 12 - Prob. 12.11PCh. 12 - Prob. 12.12PCh. 12 - Prob. 12.13PCh. 12 - Prob. 12.14PCh. 12 - Prob. 12.15PCh. 12 - Prob. 12.16PCh. 12 - Prob. 12.17PCh. 12 - Prob. 12.18PCh. 12 - Prob. 12.19PCh. 12 - Prob. 12.20PCh. 12 - Prob. 12.21PCh. 12 - Prob. 12.22PCh. 12 - Prob. 12.23PCh. 12 - Prob. 12.24PCh. 12 - Prob. 12.25PCh. 12 - Prob. 12.26PCh. 12 - Prob. 12.27PCh. 12 - Prob. 12.28PCh. 12 - Prob. 12.29PCh. 12 - Prob. 12.30PCh. 12 - Prob. 12.31PCh. 12 - Prob. 12.32PCh. 12 - Prob. 12.33PCh. 12 - Prob. 12.34PCh. 12 - Prob. 12.35PCh. 12 - Prob. 12.36PCh. 12 - Prob. 12.37PCh. 12 - Prob. 12.38PCh. 12 - Prob. 12.39PCh. 12 - Prob. 12.40PCh. 12 - Prob. 12.41PCh. 12 - Prob. 12.42PCh. 12 - Prob. 12.43PCh. 12 - Prob. 12.44PCh. 12 - Prob. 12.45PCh. 12 - Prob. 12.46PCh. 12 - Prob. 12.47PCh. 12 - Prob. 12.48PCh. 12 - Prob. 12.49PCh. 12 - Prob. 12.50PCh. 12 - Prob. 12.51PCh. 12 - Prob. 12.52PCh. 12 - Prob. 12.53PCh. 12 - Prob. 12.54PCh. 12 - Prob. 12.55PCh. 12 - Prob. 12.56PCh. 12 - Prob. 12.57PCh. 12 - Prob. 12.58PCh. 12 - Prob. 12.59PCh. 12 - Prob. 12.60PCh. 12 - Prob. 12.61PCh. 12 - Prob. 12.62PCh. 12 - Prob. 12.63PCh. 12 - Prob. 12.64PCh. 12 - Prob. 12.1YTCh. 12 - Prob. 12.2YTCh. 12 - Prob. 12.3YTCh. 12 - Prob. 12.4YTCh. 12 - Prob. 12.5YTCh. 12 - Prob. 12.6YTCh. 12 - Prob. 12.7YTCh. 12 - Prob. 12.8YTCh. 12 - Prob. 12.9YTCh. 12 - Prob. 12.10YTCh. 12 - Prob. 12.11YTCh. 12 - Prob. 12.12YT
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- The addition of water to aldehydes and ketones occurs rapidly, although it is not thermodynamically favored. What would be the product for the reaction above? Hint: Think of the self-ionization of water and the polarity of the carbonyl group.arrow_forwardZaitsev's rule is useful in selecting which carbon adjacent to a carbocation will form the double bond in the alkene product. True or Falsearrow_forwarda) This alkene can be prepared via Wittig reaction. Draw structural formulas for the aldehyde and the Wittig reagent. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Draw the Wittig reagent in the ylide form. • If more than one combination of Wittig reagent and aldehyde is possible, draw only one set.arrow_forward
- A benzene ring alters the reactivity of a neighboring group in the so-called “benzylic” position, similarly to how a double bond alters the reactivity of groups in the “allylic” position. Benzylic cations, anions, and radicals are all more stable than simple alkyl intermediates. a) Use resonance structures to show the delocalization of the positive charge, negative charge, and unpaired electron of the benzyl cation, anion, and radical.arrow_forwardUsing the Functional Group and Reagent to Identity the Type of Reaction Draw the product of each reaction.arrow_forwardDraw the organic product structure formed by the reaction sequence. Draw the product. Select Draw Rings More Erase H 1. B2H6, diglyme 2. NaOH, H2O, H2O2arrow_forward
- 5. Ribose's structure is ОН HO ОН ОН a) Draw using the arrow formalism the reaction of linear ribose to make a 5-membered ring. b) What is the name of the resulting functional group? c) Given that reaction of alcohols (such as RCH2OH) with carbonyls (such as HCO-R') to create this functional group is typically not thermodynamically favored, why does most ribose in water exist as a 5-membered ring? A few word answer is fine. d) AG°for this reaction is about - 5 kJ/mol. Assuming that you start with a 1 mM solution of ribose in water, what is the approximate concentration at equilibrium of (i) the linear form? (ii) The cyclic form? (A good answer should be correct within 20%, e.g. it is fine to approximate 9 mM as 10 mM, but it is not okay to approximate 0.1 mM as 1 mM.) e) This reaction creates a new stereocenter. Please indicate it with a *. f) Consider the starting point for synthesis of purines like ATP, which is PRPP (pheseboribosylevOrhesehate) НО НО LOLOH HO ОН HO OH Pyrophosphate…arrow_forwarda) This alkene can be prepared via Wittig reaction. Draw structural formulas for the aldehyde and the Wittig reagent. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Draw the Wittig reagent in the ylide form. • If more than one combination of Wittig reagent and aldehyde is possible, draw only one set. b) How would you convert the alkene to a epoxide? MCPBA c) How many chiral centers are present in the epoxide? V How many stereoisomers are possible in the epoxide that you formed in b)?arrow_forwardStructures with carbocations can often also have resonance forms. Draw the other resonance structure for the moleculearrow_forward
- 1. Draw the structure of 4-ethoxy-2,2-dimethyldecane. EXAMPLE Provided:arrow_forwarddraw and name two structures that match the description of a bicyclononanearrow_forward1. What does Markovinkov addition mean? What does anti-Marovnikov addition mean? You can answer with a description or by drawing an example. 2. What does syn addition mean? What does anti addition mean? You can answer with a description or draw an example (showing wedges and dashes). 3. The alkene chapter (chapter 8) introduces many different types of addition reactions - and one non- addition reaction (oxidative bond cleavage). Please list the names of at least 8 of the addition reactions:arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning